Exterior Sales Specialist in South Portland, Maine at James & Whitney Co

James & Whitney Co. is one of the fastest-growing exterior companies in New England, and we’re looking for an Exterior Sales Specialist who enjoys working directly with homeowners, building trust, and owning the full sales process from inspection to completion.

This is a relationship-driven, field-based role with strong support, clear expectations, and real earning potential for motivated professionals.

• Meet with homeowners to inspect roofs and exterior systems and recommend solutions
  
• Work a mix of company-provided leads and self-generated opportunities
  
• Conduct ~15–20 site visits per week in a defined local market
  
• Deliver clear, professional proposals quickly to keep momentum moving
  
• Manage your pipeline using a CRM so nothing falls through the cracks
  
• Stay engaged with customers post-sale to ensure a smooth experience and generate referrals
  
• Collaborate closely with sales leadership, production, and operations teams
  

• Consistent follow-up and strong customer communication
  
• Owning your territory and building long-term relationships
  
• Hitting revenue and margin goals through professionalism—not pressure
  
• Staying organized, responsive, and accountable
  

• Strong communication and relationship-building skills
  
• Self-motivated, organized, and comfortable working independently
  
• Experience in sales, construction, home services, or customer-facing roles preferred
  
• Willingness to learn exterior systems (or bring existing knowledge)
  
• Professional appearance and pride in representing the company
  
• Comfortable with ladders, light lifting, and working outdoors

You don’t need to know everything on day one—we provide training and support.

• Competitive base salary + uncapped commissions
  
• Company truck with expenses covered
  
• Health benefits, retirement plan with match, and generous PTO
  
• A collaborative, high-integrity team culture
  
• Clear expectations and leadership support
  
• Voted Best Places to Work in Maine (2023, 2024, 2025)
  

• Sales professionals who want stability + upside
  
• People who enjoy educating homeowners and earning trust
  
• Self-starters who want ownership—but not chaos
  
• Reps looking for a long-term home, not a storm-chasing gig